Question 1

For the following reaction, explain how you will use IR spectroscopy to monitor the progress of the reaction.

Accepted Answer

The two absorptions at 3350cm^-1

Question 2

Which of the following electromagnetic radiation has the highest energy?

Accepted Answer

A)  UV 
B)  X-ray 
C)  IR 
D)  microwave 
E)  visible 
A)  UV 
B)  X-ray 
C)  IR 
D)  microwave 
E)  visible

Question 3

Provide a molecular formula that is consistent with the following mass spectrum data.
M+ .  at m/z= 167, relative height=50.0%
(M+1)+ .  at m/z= 168, relative height=4.4%

Accepted Answer

C<sub>8</s

Question 4

Which one of the following compounds is consistent with the mass spectrum below?   SDBS: National Institute of Advanced Industrial Science and Technology

Accepted Answer

A)  CH3CH2CH(CH3)2 
B)  CH3CHOHCH2CH3 
C)  CH3CH2OCH2CH3 
D)  CH3CH2NHCH2CH3 
E)  none of these 
A)  CH3CH2CH(CH3)2 
B)  CH3CHOHCH2CH3 
C)  CH3CH2OCH2CH3 
D)  CH3CH2NHCH2CH3 
E)  none of these

Question 5

High-resolution mass spectrometry is used to determine the _____ of a compound.

Accepted Answer

A)  degree of unsaturation 
B)  molecular formula 
C)  molecular weight 
D)  B & C 
E)  none of these 
A)  degree of unsaturation 
B)  molecular formula 
C)  molecular weight 
D)  B & C 
E)  none of these

Question 6

Which of the following bonds has the weakest absorption?

Accepted Answer

A)  C=C 
B)  O-H 
C)  C=O 
D)  sp3C-H 
E)  A & D 
A)  C=C 
B)  O-H 
C)  C=O 
D)  sp3C-H 
E)  A & D

Question 7

Which of the m/z values correspond to the molecular ion for the following compound?

Accepted Answer

A)  18 
B)  82 
C)  100 
D)  102 
E)  103 
A)  18 
B)  82 
C)  100 
D)  102 
E)  103

Question 8

Which of the following is currently most often used to indicate the location of a signal on an IR spectrum?

Accepted Answer

A)  wavelength 
B)  wavenumber 
C)  frequency 
D)  A & B 
E)  all of these 
A)  wavelength 
B)  wavenumber 
C)  frequency 
D)  A & B 
E)  all of these

Question 9

Which of the following is not a prominent peak in the mass spectrum of 2-methyl-2-pentanol?

Accepted Answer

A)  (M-15) 
B)  (M-18) 
C)  (M-29) 
D)  (M-16) 
E)  none of these 
A)  (M-15) 
B)  (M-18) 
C)  (M-29) 
D)  (M-16) 
E)  none of these

Question 10

A compound with molecular formula C6H10O, shows absorptions at 1720 cm-1 and at 2980 cm-1 on the IR spectrum. Propose a possible structure for this compound.

Accepted Answer

Question 11

Which of the following is expected to be the base peak in the mass spectrum of 2-methyl-2-butanol?

Accepted Answer

A)  73 
B)  55 
C)  43 
D)  31 
E)  59 
A)  73 
B)  55 
C)  43 
D)  31 
E)  59

Question 12

Which of the following is true about the (M+1)+ . peak on the mass spectrum of a hydrocarbon?

Accepted Answer

A)  it is always the most abundant peak 
B)  it is due to the 13C isotope of carbon 
C)  it has a m/z value lower than the molecular ion 
D)  it is useful in calculating number of carbon atoms 
E)  B & D 
A)  it is always the most abundant peak 
B)  it is due to the 13C isotope of carbon 
C)  it has a m/z value lower than the molecular ion 
D)  it is useful in calculating number of carbon atoms 
E)  B & D

Question 13

Which of the following is true about CH3CH3+ . ?

Accepted Answer

A)  it is the parent ion of ethane 
B)  it is a molecular ion of ethane with m/z =30 
C)  it is a fragment of propane 
D)  A & B 
E)  none of these 
A)  it is the parent ion of ethane 
B)  it is a molecular ion of ethane with m/z =30 
C)  it is a fragment of propane 
D)  A & B 
E)  none of these

Question 14

Which one of the following compounds is consistent with the following IR spectrum?   SDBS: National Institute of Advanced Industrial Science and Technology

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  V 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  V

Question 15

Calculate the degree of unsaturation for C5H5Br2NO.

Accepted Answer

A)  4 
B)  6 
C)  2 
D)  3 
E)  7 
A)  4 
B)  6 
C)  2 
D)  3 
E)  7

Question 16

Which one of the following compounds will have the lowest wavenumber for carbonyl absorption?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  none of these

Question 17

A compound with molecular formula C3H9N, shows absorptions at 3400 cm-1 (two), 2980 cm-1 and at 1100 cm-1 on the IR spectrum. Propose a possible structure for this compound.

Accepted Answer

CH₃CH₂CH₂NH₂ O

Question 18

GC-mass spectrometry is used to find the _________ of each compound in a __________.

Accepted Answer

A)  molecular formula, mixture of alkanes 
B)  molecular weight, mixture of compounds 
C)  molecular formula, mixture of compounds 
D)  B & C 
E)  none of these 
A)  molecular formula, mixture of alkanes 
B)  molecular weight, mixture of compounds 
C)  molecular formula, mixture of compounds 
D)  B & C 
E)  none of these

Question 19

Which one of the following compounds is consistent with the mass spectrum below?   SDBS:

Accepted Answer

A)  (CH3CH2CH2)2CH 
B)  CH3CH2CHOHCH2CH2CH3 
C)  (CH3CH2CH2)2O 
D)  (CH3CH2CH2)2NH 
E)  none of these 
A)  (CH3CH2CH2)2CH 
B)  CH3CH2CHOHCH2CH2CH3 
C)  (CH3CH2CH2)2O 
D)  (CH3CH2CH2)2NH 
E)  none of these

Question 20

Which of the following compounds have the same degree of unsaturation?

Accepted Answer

A)  I & II 
B)  I & III 
C)  III & IV 
D)  II & III 
E)  none of these 
A)  I & II 
B)  I & III 
C)  III & IV 
D)  II & III 
E)  none of these

Exam 15: Infrared Spectroscopy and Mass Spectrometry

For the following reaction, explain how you will use IR spectroscopy to monitor the progress of the reaction.

Which of the following electromagnetic radiation has the highest energy?

Provide a molecular formula that is consistent with the following mass spectrum data. M+ . at m/z= 167, relative height=50.0% (M+1)+ . at m/z= 168, relative height=4.4%

Which one of the following compounds is consistent with the mass spectrum below? SDBS: National Institute of Advanced Industrial Science and Technology

High-resolution mass spectrometry is used to determine the _____ of a compound.

Which of the following bonds has the weakest absorption?

Which of the m/z values correspond to the molecular ion for the following compound?

Which of the following is currently most often used to indicate the location of a signal on an IR spectrum?

Which of the following is not a prominent peak in the mass spectrum of 2-methyl-2-pentanol?

A compound with molecular formula C6H10O, shows absorptions at 1720 cm-1 and at 2980 cm-1 on the IR spectrum. Propose a possible structure for this compound.

Which of the following is expected to be the base peak in the mass spectrum of 2-methyl-2-butanol?

Which of the following is true about the (M+1)+ . peak on the mass spectrum of a hydrocarbon?

Which of the following is true about CH3CH3+ . ?

Which one of the following compounds is consistent with the following IR spectrum? SDBS: National Institute of Advanced Industrial Science and Technology

Calculate the degree of unsaturation for C5H5Br2NO.

Which one of the following compounds will have the lowest wavenumber for carbonyl absorption?

A compound with molecular formula C3H9N, shows absorptions at 3400 cm-1 (two), 2980 cm-1 and at 1100 cm-1 on the IR spectrum. Propose a possible structure for this compound.

GC-mass spectrometry is used to find the _________ of each compound in a __________.

Which one of the following compounds is consistent with the mass spectrum below? SDBS:

Which of the following compounds have the same degree of unsaturation?

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Substitution Reactions

Alkenes: Structure and Preparation Via Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Provide a molecular formula that is consistent with the following mass spectrum data. M⁺ ^. at m/z= 167, relative height=50.0% (M+1)⁺ ^. at m/z= 168, relative height=4.4%

A compound with molecular formula C₆H₁₀O, shows absorptions at 1720 cm^-1 and at 2980 cm^-1 on the IR spectrum. Propose a possible structure for this compound.

Which of the following is true about the (M+1)⁺ ^. peak on the mass spectrum of a hydrocarbon?

Which of the following is true about CH₃CH₃⁺ ^. ?

Calculate the degree of unsaturation for C₅H₅Br₂NO.

A compound with molecular formula C₃H₉N, shows absorptions at 3400 cm^-1 (two), 2980 cm^-1 and at 1100 cm^-1 on the IR spectrum. Propose a possible structure for this compound.

GC-mass spectrometry is used to find the _ of each compound in a __.